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Windermere Homes For Sale & Real Estate - 291 homes

Windermere homes for sale are located in Orange County, Florida. Find homes in Windermere for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Windermere houses.

Location: Windermere

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  • 12305 VIA DERNA PL, WINDERMERE, FL 34786

    $465,00090 Days on yellowkey   MLS ID: O6374964

    REDUCED by $5,000 (1.1%) on 04/17/2026

    For Sale O6374964 - 12305 VIA DERNA PL, WINDERMERE, FL 34786 24 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1891
       Built: 2014
    Monthly Fee: $316
       Tax: $5,016 (2025)
    Community: Carrington
    Townhouse


    Estimated Monthly Payment: $3,282 (change assumption)
    Mortgage ($2,548) + Fees ($316) + Taxes in 2025 ($418)


    Taxes:$5,016

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6133 S HAMPSHIRE CT, WINDERMERE, FL 34786

    $3,150,00011 Days on yellowkey   MLS ID: O6397043

    0 Days Off yellowkey (back on 4/11/2026)

    For Sale O6397043 - 6133 S HAMPSHIRE CT, WINDERMERE, FL 34786 71 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 6335
       Built: 2000
    Monthly Fee: $298
       Tax: $35,657 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $20,529 (change assumption)
    Mortgage ($17,260) + Fees ($298) + Taxes in 2025 ($2,971)


    Taxes:$35,657

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7137 BEEK ST, WINDERMERE, FL 34786

    $550,0004 Days on yellowkey   MLS ID: O6398814

    For Sale O6398814 - 7137 BEEK ST, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2013
    Monthly Fee: $120
       Tax: $7,932 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,795 (change assumption)
    Mortgage ($3,014) + Fees ($120) + Taxes in 2025 ($661)


    Taxes:$7,932

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,120,00063 Days on yellowkey   MLS ID: O6377789

    For Sale O6377789 - 13525 GORGONA ISLE DR, WINDERMERE, FL 34786 38 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4625
       Built: 2018
    Monthly Fee: $268
       Tax: $9,351 (2025)
    Community: Windermere Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,184 (change assumption)
    Mortgage ($6,137) + Fees ($268) + Taxes in 2025 ($779)


    Taxes:$9,351

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 10870 BAYSHORE DR, WINDERMERE, FL 34786

    $2,995,00080 Days on yellowkey   MLS ID: O6371471

    For Sale O6371471 - 10870 BAYSHORE DR, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4693
       Built: 1999   Tax: $27,527 (2024)
    Community: Lake Down Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,704 (change assumption)
    Mortgage ($16,411) + Taxes in 2024 ($2,294)


    Taxes:$27,527

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 11401 EVESHAM DR, WINDERMERE, FL 34786

    $455,00047 Days on yellowkey   MLS ID: O6386678

    For Sale O6386678 - 11401 EVESHAM DR, WINDERMERE, FL 34786 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1847
       Built: 2008
    Monthly Fee: $315
       Tax: $3,077 (2024)
    Community: Preston Square
    Townhouse


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,493) + Fees ($315) + Taxes in 2024 ($256)


    Taxes:$3,077

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 825 OAKDALE ST, WINDERMERE, FL 34786

    $792,50013 Days on yellowkey   MLS ID: O6396351

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale O6396351 - 825 OAKDALE ST, WINDERMERE, FL 34786 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1664
       Built: 1935   Tax: $9,799 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,159 (change assumption)
    Mortgage ($4,342) + Taxes in 2025 ($817)


    Taxes:$9,799

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6638 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786

    $664,90091 Days on yellowkey   MLS ID: O6374429

    For Sale O6374429 - 6638 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2908
       Built: 2013
    Monthly Fee: $223
       Tax: $8,467 (2024)
    Community: Vineyards/Horizons West Ph 1B
    Single Family


    Estimated Monthly Payment: $4,572 (change assumption)
    Mortgage ($3,643) + Fees ($223) + Taxes in 2024 ($706)


    Taxes:$8,467

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6110 KEENES POINTE DR, WINDERMERE, FL 34786

    $1,900,00018 Days on yellowkey   MLS ID: O6393573

    For Sale O6393573 - 6110 KEENES POINTE DR, WINDERMERE, FL 34786 78 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3196
       Built: 2002
    Monthly Fee: $298
       Tax: $10,956 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,622 (change assumption)
    Mortgage ($10,411) + Fees ($298) + Taxes in 2025 ($913)


    Taxes:$10,956

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6965 TETTENHALL LN, WINDERMERE, FL 34786

    $679,000201 Days on yellowkey   MLS ID: O6340538

    For Sale O6340538 - 6965 TETTENHALL LN, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2972
       Built: 2007
    Monthly Fee: $75
       Tax: $4,946 (2024)
    Community: Lakes/Windermere Ph 04
    Single Family


    Estimated Monthly Payment: $4,208 (change assumption)
    Mortgage ($3,720) + Fees ($75) + Taxes in 2024 ($412)


    Taxes:$4,946

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 12784 GARRIDAN AVE, WINDERMERE, FL 34786

    $550,00028 Days on yellowkey   MLS ID: O6392486

    1 Days Off yellowkey (back on 4/19/2026)

    For Sale O6392486 - 12784 GARRIDAN AVE, WINDERMERE, FL 34786 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1970
       Built: 2012
    Monthly Fee: $243
       Tax: $5,000 (2025)
    Community: Wickham Park
    Single Family


    Estimated Monthly Payment: $3,673 (change assumption)
    Mortgage ($3,014) + Fees ($243) + Taxes in 2025 ($417)


    Taxes:$5,000

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8179 MARITIME FLAG ST #101, WINDERMERE, FL 34786

    $330,0004 Days on yellowkey   MLS ID: O6399551

    For Sale O6399551 - 8179 MARITIME FLAG ST #101, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2006   Tax: $4,106 (2025)
    Community: Lakeside/Lks/Windermere
    Condo


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,808) + Taxes in 2025 ($342)


    Taxes:$4,106

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 918 ALGARE LOOP, WINDERMERE, FL 34786

    $585,00013 Days on yellowkey   MLS ID: O6396400

    5 Days Off yellowkey (back on 4/18/2026)

    SHORT SALE O6396400 - 918 ALGARE LOOP, WINDERMERE, FL 34786 73 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2553
       Built: 2002
    Monthly Fee: $138
       Tax: $4,190 (2025)
    Community: Belmere Village G3 48 70
    Single Family


    Estimated Monthly Payment: $3,693 (change assumption)
    Mortgage ($3,205) + Fees ($138) + Taxes in 2025 ($349)


    Taxes:$4,190

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11564 MIZZON DR #903/110, WINDERMERE, FL 34786

    $339,0008 Days on yellowkey   MLS ID: O6398388

    For Sale O6398388 - 11564 MIZZON DR #903/110, WINDERMERE, FL 34786 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2006   Tax: $4,561 (2025)
    Community: Lakeside/Lks/Windermere Ph 9
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,238 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($380)


    Taxes:$4,561

    Elementary School: Sunshine Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 910 LASCALA DR, WINDERMERE, FL 34786

    $770,00010 Days on yellowkey   MLS ID: O6397847

    For Sale O6397847 - 910 LASCALA DR, WINDERMERE, FL 34786 54 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2742
       Built: 2003
    Monthly Fee: $140
       Tax: $6,213 (2025)
    Community: Belmere Village G2 48 65
    Single Family


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($4,219) + Fees ($140) + Taxes in 2025 ($518)


    Taxes:$6,213

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 8520 GREENBANK BLVD, WINDERMERE, FL 34786

    $549,90012 Days on yellowkey   MLS ID: O6396673

    For Sale O6396673 - 8520 GREENBANK BLVD, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1726
       Built: 2004
    Monthly Fee: $170
       Tax: $6,960 (2025)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,763 (change assumption)
    Mortgage ($3,013) + Fees ($170) + Taxes in 2025 ($580)


    Taxes:$6,960

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6752 TRELLIS VINE LOOP, WINDERMERE, FL 34786

    $1,000,00087 Days on yellowkey   MLS ID: O6376318

    For Sale O6376318 - 6752 TRELLIS VINE LOOP, WINDERMERE, FL 34786 30 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3820
       Built: 2018
    Monthly Fee: $200
       Tax: $10,983 (2024)
    Community: Windstone
    Single Family


    Estimated Monthly Payment: $6,595 (change assumption)
    Mortgage ($5,479) + Fees ($200) + Taxes in 2024 ($915)


    Taxes:$10,983

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 3328 WAX BERRY CT, WINDERMERE, FL 34786

    $925,000174 Days on yellowkey   MLS ID: O6355868

    For Sale O6355868 - 3328 WAX BERRY CT, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 1984
    Monthly Fee: $21
       Tax: $10,867 (2024)
    Community: Lake Butler Estates
    Single Family


    Estimated Monthly Payment: $5,995 (change assumption)
    Mortgage ($5,068) + Fees ($21) + Taxes in 2024 ($906)


    Taxes:$10,867

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 84 OAKDALE ST, WINDERMERE, FL 34786

    $1,875,00098 Days on yellowkey   MLS ID: O6372842

    For Sale O6372842 - 84 OAKDALE ST, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3519
       Built: 2020   Tax: $12,265 (2024)
    Community: Davis Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,296 (change assumption)
    Mortgage ($10,274) + Taxes in 2024 ($1,022)


    Taxes:$12,265

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 13312 LONGACRE DR, WINDERMERE, FL 34786

    $534,900104 Days on yellowkey   MLS ID: S5141031

    REDUCED by $9,000 (1.7%) on 04/06/2026

    For Sale S5141031 - 13312 LONGACRE DR, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 2013
    Monthly Fee: $120
       Tax: $7,533 (2024)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,679 (change assumption)
    Mortgage ($2,931) + Fees ($120) + Taxes in 2024 ($628)


    Taxes:$7,533

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School




Why Bother Searching Elsewhere for Windermere Homes for Sale and Other Real Estate?

Windermere home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Windermere . You can use our website to view Multiple Listing Service (MLS) data on Windermere Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Windermere listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.